☆ 4.5 Article

Half-Sandwich Ruthenium(II) Picolyl-NHC Complexes: Synthesis, Characterization, and Catalytic Activity in Transfer Hydrogenation Reactions

ORGANOMETALLICS (2011)

期刊

ORGANOMETALLICS

卷 30, 期 21, 页码 5793-5802

出版社

AMER CHEMICAL SOC

DOI: 10.1021/om200665f

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Chemistry, Inorganic & Nuclear Chemistry, Organic

资金

Spanish MICINN [CTQ2007-60137/BQU, CTQ2010-15390, BES-2008-006635]
Junta de Andalucia [PAI-FQM188, P08-FQM-03538]

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摘要

Pentamethylcyclopentadienyl ruthenium(II) complexes with picolyl-functionalized N-heterocyclic carbenes [(eta(5)-C5Me5)-Ru(L)(CH3CN)][PF6] (L = 3-methyl-1-(2-picolyl)imidazol-2-ylidene (1a), 3-isopropyl-1-(2-picolyl)imidazol-2-ylidene (1b), 3-phenyl-1-(2-picolyl)imidazol-2-ylidene (1c), 3-mesityl-1-(2-picolyl)imidazol-2-ylidene (1d), 3-methyl-1-(2-picolyl)benzoimidazol-2-ylidene (1e), 3-methyl-1-(2-picolyl)-4,5-dichloroimidazol-2-ylidene (1f)) have been synthesized and characterized. Compounds 1a,b were recrystallized as BAr4F salts (anion BAr4F- = tetrakis(3,5-bis(trifluoromethyl)phenyl)borate, giving 2a,b. X-ray crystal structures of the acetonitrile adduct 2a and the dioxygen compound 2b are also reported. Furthermore, carbonyl derivatives 3a-f have been prepared, characterized, and used to study the donor properties of the picolylcarbene ligands (L) via infrared spectroscopy. Compounds 1a-f show catalytic activity in transfer hydrogenation of ketones. Notably, complex 1a was found to be a very efficient and versatile catalyst toward transfer hydrogenation of a wide range of ketones and imines.

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